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Details

Stereochemistry EPIMERIC
Molecular Formula C25H27F2N4O8P
Molecular Weight 580.4744
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0
Stereo Comments Epimeric on phosphorus

SHOW SMILES / InChI
Structure of FOSGEMCITABINE PALABENAMIDE, P(RS)-

SMILES

C[C@H](NP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(F)(F)[C@@H]1O)OC3=CC=CC=C3)C(=O)OCC4=CC=CC=C4

InChI

InChIKey=NHTKGYOMICWFQZ-KKQYNPQSSA-N
InChI=1S/C25H27F2N4O8P/c1-16(22(33)36-14-17-8-4-2-5-9-17)30-40(35,39-18-10-6-3-7-11-18)37-15-19-21(32)25(26,27)23(38-19)31-13-12-20(28)29-24(31)34/h2-13,16,19,21,23,32H,14-15H2,1H3,(H,30,35)(H2,28,29,34)/t16-,19+,21+,23+,40?/m0/s1

HIDE SMILES / InChI
Molecular Formula C25H27F2N4O8P
Molecular Weight 580.4744
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
149124
Substance Class Chemical
Created
by admin
on Tue Apr 01 16:29:57 GMT 2025
Edited
by admin
on Tue Apr 01 16:29:57 GMT 2025
Record UNII
XCL1K2T28K
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FOSGEMCITABINE PALABENAMIDE, P(RS)-
INN  
Common Name English
BENZYL (2S)-2-((((2R,3R,5R)-5-(4-AMINO-2-OXO-PYRIMIDIN-1-YL)-4,4-DIFLUORO-3-HYDROXY-TETRAHYDROFURAN-2-YL)METHOXY-PHENOXY-PHOSPHORYL)AMINO)PROPANOATE
Preferred Name English
L-Alanine, N-(2?-deoxy-2?,2?-difluoro-P-phenyl-5?-cytidylyl)-, phenylmethyl ester
Systematic Name English
Code System Code Type Description
PUBCHEM
11169170
Created by admin on Tue Apr 01 16:29:57 GMT 2025 , Edited by admin on Tue Apr 01 16:29:57 GMT 2025
PRIMARY
FDA UNII
XCL1K2T28K
Created by admin on Tue Apr 01 16:29:57 GMT 2025 , Edited by admin on Tue Apr 01 16:29:57 GMT 2025
PRIMARY
DRUG BANK
DB15057
Created by admin on Tue Apr 01 16:29:57 GMT 2025 , Edited by admin on Tue Apr 01 16:29:57 GMT 2025
PRIMARY
CAS
840506-29-8
Created by admin on Tue Apr 01 16:29:57 GMT 2025 , Edited by admin on Tue Apr 01 16:29:57 GMT 2025
PRIMARY
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Structure of FOSGEMCITABINE PALABENAMIDE, P(R)-
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Structure of FOSGEMCITABINE PALABENAMIDE
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Structure of FOSGEMCITABINE PALABENAMIDE
ENANTIOMER -> RACEMATE
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Structure of GEMCITABINE TRIPHOSPHATE
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Structure of GEMCITABINE 5'-DIPHOSPHATE
METABOLITE ACTIVE -> PRODRUG
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Structure of GEMCITABINE 5'-DIPHOSPHATE
ACTIVE MOIETY
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ACTIVE MOIETY
NIH
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